PRACTICAL ORGANIC CHEMISTRY
Pour into 100 c.c. water, and extract with ether. Distil off the
ether and crystallise the solid residue from petroleum spirit.
Yield, 8 grams ; m. p. 58-60°. C()H;VCO.CH, + NH,OH.HCl-f-
NaOH - C0H,C(NOH).CH, + NaCl + 3HaO.
2. Acetophenonesemicarbazone.—Mix i gram of semi-
carbazide hydrochloride with I '5 grams of crystallised sodium
acetate, and dissolve in the smallest quantity of warm water.
Add i gram of acetophenone and sufficient spirit to produce a
clear solution when hot. Continue to heat for a few minutes. On
cooling, the semicarbazone deposits as a yellow, crystalline
mass. CCH.VCO.CH., + NH,.NH.CO.NH.,HC1 + NaC,H,O2
= C(.H5C(N.NH.CONH,)CH,"'+ NaCl + C2H4Oo. Theoretical
yield ; m. p. 185—• 188'.
3. Beckmann's Reaction.—Dissolve i gram of aceto-
phenoneoxime in 30 c.c. anhydrous ether, and add gradually
i'5 grams of powdered phosphorus pentachloride. Distil off the
ether, and add a little water to the residue. On cooling, crystals
of acetanilide separate. Recrystallise from water, and determine
the melting point.
1. CGH5.C1NOH).CH3 + PCI,
= C0H6.C(NC1).CH3 + POO, + HCL
2. CGH&C(NC1)CH3+ H,0 = C0HflNH.CO.CH3 + HCL
4. Benzoylacetone (Claiseris Reaction).—Six grams of dry,
! powdered sodium ethoxide are added to 20 grams of dry ethyl
i acetate, and cooled in water. The sodium ethoxide is prepared
by dissolving 4 grams of sodium in 40 c.c. absolute alcohol, and.
^ distilling off the excess of alcohol, first from the water-bath, and
' then from the metal-bath, in a current of dry hydrogen, the
temperature of the bath being raised gradually to 200°, until
' ' nothing more passes over. The white cake is detached rapidly
\ powdered, and the requisite quantity quickly weighed out and
1 added to the'ethyl acetate. After standing a quarter of an
j hour, 10 grams of acetophenone are added, when sodium benzoyl
| acetone begins to separate. A little ether is added, and, after
1 standing for a few hours, the sodium compound is filtered and
! washed with ether. The sodium compound is then dried in
f trje air, dissolved in cold water, and acidified with acetic acid.
p Benzoylacetoneseparates out. Yield,9—10grams; m.p.60—61°.